Best Pickup Trucks For Sale inWinslow, IL
2,605 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,195
- Stock #:
- P14602A
- VIN:
- 3GCPDKEK6PG244606
Sponsored by Ray Chevrolet
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
40,195 mi
Fox Lake, IL
83 mi away
Fair Deal
$33,167
- Year:
- 2021
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,509
- Stock #:
- F14785A
- VIN:
- 1FTFW1E81MFC22921
New arrival
Sponsored Listing
2021 Ford F-150
XLT SuperCrew 4WD
80,509 mi
Streamwood, IL
88 mi away
Fair Deal
$31,369
- Year:
- 2021
- Make:
- GMC
- Model:
- Canyon
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,761
- Stock #:
- C15391A
- VIN:
- 1GTG6CEN4M1162880
Sponsored Listing
2021 GMC Canyon
Elevation Crew Cab 4WD
72,761 mi
Milwaukee, WI
97 mi away
Good Deal
$27,439
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/New Saddle
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,025
- Stock #:
- 3P26076
- VIN:
- 1C6SRFKTXNN209319
Price drop
-$2,226
2022 RAM 1500
Limited Longhorn Crew Cab 4WD
51,025 mi
Boscobel, WI
64 mi away
Good Deal
$41,796
$39,570
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 69,202
- Stock #:
- 19577A
- VIN:
- 3GCUYDED6MG222573
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
69,202 mi
Lancaster, WI
52 mi away
Fair Deal
$31,172
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 75,489
- Stock #:
- G12497A
- VIN:
- 1GCPTBEK9P1263054
2023 Chevrolet Colorado
Work Truck Crew Cab 4WD
75,489 mi
Waupun, WI
98 mi away
Fair Deal
$26,847
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Titanium Rush Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Alpine Umber
- Transmission:
- Automatic
- Mileage:
- 103,820
- Stock #:
- F13202
- VIN:
- 1GTUUHEL7PZ134324
Price drop
-$1,000
2023 GMC Sierra 1500
Denali Ultimate Crew Cab 4WD
103,820 mi
Hiawatha, IA
100 mi away
Great Deal
$41,175
$40,175
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 104,578
- Stock #:
- N8061A
- VIN:
- 1C6SRFHT0MN692843
Price drop
-$1,000
2021 RAM 1500
Limited Crew Cab 4WD
104,578 mi
Saint Charles, IL
86 mi away
Good Deal
$31,847
$30,847
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,964
- Stock #:
- P2607
- VIN:
- 1GCPDBEKXNZ589098
2022 Chevrolet Silverado 1500
Custom Crew Cab 4WD
58,964 mi
Beloit, WI
42 mi away
Good Deal
$28,699
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Sand Dune Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 78,807
- Stock #:
- 08P893
- VIN:
- 3GCPDCED8NG570945
Price drop
-$1,393
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
78,807 mi
Morrison, IL
45 mi away
Fair Deal
$33,904
$32,511
- Year:
- 2022
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Titanium Rush Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 45,225
- Stock #:
- U23205
- VIN:
- 1GTRUCED9NZ588685
2022 GMC Sierra 1500
Elevation Double Cab 4WD
45,225 mi
Madison, WI
44 mi away
Good Deal
$36,889
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Glacier Blue Metallic (glt)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black (h1t)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,586
- Stock #:
- 60250A
- VIN:
- 1GCPTEEK3P1148239
2023 Chevrolet Colorado
Trail Boss Crew Cab 4WD
65,586 mi
Mount Horeb, WI
38 mi away
Good Deal
$32,214
- Year:
- 2021
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Dark Walnut/Slate
- Transmission:
- Automatic
- Mileage:
- 111,896
- Stock #:
- P8435
- VIN:
- 3GTU9DED0MG432504
2021 GMC Sierra 1500
SLT Crew Cab 4WD
111,896 mi
Peru, IL
85 mi away
Fair Deal
$30,768
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,887
- Stock #:
- P30580
- VIN:
- 1GCPDKEK8PZ237589
Price drop
-$1,000
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
32,887 mi
Janesville, WI
45 mi away
Great Deal
$33,014
$32,014
- Year:
- 2022
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Onyx Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 109,365
- Stock #:
- 26440B
- VIN:
- 1GTUUDED4NZ643558
2022 GMC Sierra 1500
SLT Crew Cab 4WD
109,365 mi
Peru, IL
85 mi away
Great Deal
$31,115
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,035
- Stock #:
- F5013
- VIN:
- 1C6HJTAG9NL159058
2022 Jeep Gladiator
Willys Crew Cab 4WD
44,035 mi
Saint Charles, IL
86 mi away
Good Deal
$29,047
- Year:
- 2021
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 3.5L V6
- Exterior color:
- Agate Black Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 60,127
- Stock #:
- TM1467A
- VIN:
- 1FTFW1E87MFC23054
2021 Ford F-150
Lariat SuperCrew 4WD
60,127 mi
Roselle, IL
95 mi away
Good Deal
$36,916
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,484
- Stock #:
- 926354A
- VIN:
- 1C6JJTEG6ML621571
Price drop
-$859
2021 Jeep Gladiator
Mojave Crew Cab 4WD
76,484 mi
Libertyville, IL
97 mi away
Good Deal
$29,064
$28,205
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,732
- Stock #:
- P17798A
- VIN:
- 1GCRYBEK8NZ211942
New arrival
2022 Chevrolet Silverado 1500
Custom Double Cab 4WD
63,732 mi
Burlington, WI
81 mi away
Good Deal
$27,389
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Ivory White Tri-Coat Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/New Saddle
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,010
- Stock #:
- 2363
- VIN:
- 1C6SRFKT9NN188575
2022 RAM 1500
Limited Longhorn Crew Cab 4WD
46,010 mi
Milton, WI
50 mi away
Fair Deal
$41,488
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Onyx Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Alpine Umber
- Transmission:
- Automatic
- Mileage:
- 48,188
- Stock #:
- 29X743
- VIN:
- 1GTUUHEL4PZ167359
2023 GMC Sierra 1500
Denali Ultimate Crew Cab 4WD
48,188 mi
East Moline, IL
74 mi away
Good Deal
$52,641
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Delmonico Red Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 118,250
- Stock #:
- D15297A
- VIN:
- 1C6SRFJT2MN589658
Price drop
-$2,500
2021 RAM 1500
Laramie Crew Cab 4WD
118,250 mi
Cedar Rapids, IA
100 mi away
Great Deal
$25,680
$23,180
- Year:
- 2023
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 370 hp 6.7L I6 Diesel
- Exterior color:
- Gray (Granite Crystal Metallic Clear Coat)
- Fuel type:
- Diesel
- Interior color:
- Black/Diesel Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 86,664
- VIN:
- 3C6UR5DL2PG587601
2023 RAM 2500
Big Horn Crew Cab 4WD
86,664 mi
Anamosa, IA
79 mi away
Good Deal
$37,175
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Oxford White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 73,757
- Stock #:
- HP58907
- VIN:
- 1FTEX1EP1PKE59050
Sponsored Listing
2023 Ford F-150
XL SuperCab 4WD
73,757 mi
Hartford, WI
96 mi away
Fair Deal
$30,099
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